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Director Insurance Technology Jobs (NOW HIRING)

Penske

Director - Insurance

Reading, PA · On-site

The Director of Insurance is responsible for leading the end-to-end procurement, renewal, and ... technology services to help companies and people move forward. With headquarters in Reading, PA ...

Penske

Director - Insurance

Reading, PA · On-site

The Director of Insurance is responsible for leading the end-to-end procurement, renewal, and ... technology services to help companies and people move forward. With headquarters in Reading, PA ...

Penske

Director - Insurance

Reading, PA · On-site

The Director of Insurance is responsible for leading the end-to-end procurement, renewal, and ... technology services to help companies and people move forward. With headquarters in Reading, PA ...

Brillio

Sales Director, Insurance

Dallas, TX

$175K - $205K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Sales Expertise: 12-15+ years of experience in IT services sales, with a proven track record in ... Strong understanding of Insurance industry (Life, P&C, Specialty), Insurtech trends, regulatory ...

Brillio

Sales Director, Insurance

New York, NY

$175K - $205K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Sales Expertise: 12-15+ years of experience in IT services sales, with a proven track record in ... Strong understanding of Insurance industry (Life, P&C, Specialty), Insurtech trends, regulatory ...

Brillio

Sales Director, Insurance

Dallas, TX · On-site

$175K - $205K/yr

  • Medical

  • Dental

  • Vision

  • Retirement

Sales Expertise: 12-15+ years of experience in IT services sales, with a proven track record in ... Strong understanding of Insurance industry (Life, P&C, Specialty), Insurtech trends, regulatory ...

OpenAI

Account Director, Insurance

Los Angeles, CA · On-site

$232 - $350/hr

About the role As an Account Director focused on Insurance you will own executive-level ... You'll help these companies safely and effectively deploy OpenAI's technology to accelerate ...

OnPay

Director, Insurance Services

Atlanta, GA · Remote

$200K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... and superb technology -- and we are scaling fast as we've just raised $100 million in growth ... The Director of Insurance Services will build and lead a specialized team dedicated to employee ...

OpenAI

Account Director, Insurance

New York, NY · On-site

$189K - $240K/yr

About the role As an Account Director focused on Insurance you will own executive-level ... You'll help these companies safely and effectively deploy OpenAI's technology to accelerate ...

OnPay

Director, Insurance Services

Atlanta, GA · On-site +1

$200K/yr

  • Medical

  • Dental

  • Vision

  • Life

  • Retirement

  • PTO

... technology - and we are scaling fast as we've just raised $100 million in growth funding led by ... The Director of Insurance Services will build and lead a specialized team dedicated to employee ...

Aerospace

Be Seen First

Director, Insurance & Risk Management

White Plains, NY · On-site

$50 - $70/hr

The Director, Insurance & Risk Management leads the design, implementation, and governance of ... , HR, Procurement, Employee Health & Safety, Marketing/Sales, Global Risk teams, and other ...

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$43.5K

$116.8K

$201K

How much do director insurance technology jobs pay per year?

As of Aug 18, 2026, the average yearly pay for director insurance technology in the United States is $116,795.00, according to ZipRecruiter salary data. Most workers in this role earn between $85,500.00 and $141,000.00 per year, depending on experience, location, and employer.
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Director Insurance Technology jobs near you
Infographic showing various Director Insurance Technology job openings in the United States as of August 2026, with employment types broken down into 1% As Needed, 73% Full Time, 21% Part Time, and 5% Contract. Highlights an 89% Physical, 1% Hybrid, and 10% Remote job distribution, with an average salary of $116,795 per year, or $56.2 per hour.

Director - Insurance

Penske

Reading, PA • On-site

Full-time

This job post has expired today. Applications are no longer accepted.

Job description

Position Summary:
The Director of Insurance is responsible for leading the end-to-end procurement, renewal, and placement of all corporate insurance policies across a broad portfolio. This role ensures insurance coverage aligns with the organization's risk tolerance, exposure levels, and evolving business needs. The Director leads regular coverage audits, manages policy budgets and accruals, and oversees invoice processing. Additionally, this role maintains compliance with insurance regulations, manages the issuance of certificates of insurance for various stakeholders and operations and serves as an internal subject matter expert for insurance-related matters and escalations across the enterprise. 

Major Responsibilities:
Policy procurement and management: Lead end to end procurement, renewal and placement of property and casualty insurance policies. This responsibility includes both domestic and international programs. Responsible for ensuring coverage aligns with organizational risk tolerance and exposure levels.
Coverage adequacy & risk alignment: Lead internal and external audits in collaboration with internal stakeholders and brokers to ensure policies reflect evolving business needs, known exposures and usage, and external landscape changes.
Compliance & regulatory oversight: Maintain accurate and up to date insurance records, certificates and policy schedules. Maintain awareness of insurance compliance trends and any updates that may impact policy language or placement. Responsible for customer compliance with rental and lease contract requirements.  
Internal consultation: Act as a subject matter expert for insurance-related questions and needs across the enterprise. Responsible for escalation matrix and engage in deal escalations, as needed.
Financial Impact
Oversee budget for insurance field level insurance accruals. Work closely with claims, TPA, and accounting on overall insurance reserves. Responsible for monthly reporting to senior management on claims costs and trends.  Identify costs/ benefits of insurable vs. retained risks.  
Systems
Responsible for efficient management of department systems, ensuring system is supportive of streamlining processes and automation
Other projects and tasks as assigned.

About Penske Truck Leasing/Transportation Solutions
Penske Truck Leasing/Transportation Solutions is a premier global transportation provider that delivers essential and innovative transportation, logistics and technology services to help companies and people move forward. With headquarters in Reading, PA, Penske and its associates are driven by a dedication to excellence and a commitment to customer success. Visit Go Penske to learn more.
Qualifications:
Bachelor's degree in Risk Management, Finance, Business Administration, or related disciplines required. Master's degree preferred.
ARM and/or CPCU preferred
Minimum 10+ years of experience in corporate insurance, risk management or insurance brokerage. 
Minimum 5+ years of leadership experience. 
Strong experience in procuring and managing complex insurance programs across multiple lines of coverage
Insurance expertise and knowledge - deep knowledge of commercial insurance lines
Experience working with brokers and TPAs
Ability to assess organizational exposures and evaluate appropriate coverage
Familiarity with federal, state, and industry specific insurance regulations
Excellent negotiation skills and change management skills
Ability to explain insurance terms and decisions clearly to non-experts
Ability to work cross-functionally
Ability to influence and manage various stakeholders across the enterprise 
Ability to translate enterprise risk strategy into actionable insurance decisions
Regular, predictable, full attendance is an essential function of the job
Willingness to travel as necessary, work the required schedule, work at the specific location required, complete Penske employment application, submit to a background investigation (to include past employment, education, and criminal history) and drug screening are required.

Physical Requirements:
The physical and mental demands described here are representative of those that must be met by an associate to successfully perform the essential functions of this job. Reasonable accommodations may be made to enable individuals with disabilities to perform the essential functions.
The associate will be required to: read; communicate verbally and/or in written form; remember and analyze certain information; and remember and understand certain instructions or guidelines.
While performing the duties of this job, the associate may be required to stand, walk, and sit. The associate is frequently required to use hands to touch, handle, and feel, and to reach with hands and arms. The associate must be able to occasionally lift and/or move up to 25lbs/12kg.
Specific vision abilities required by this job include close vision, distance vision, peripheral vision, depth perception and the ability to adjust focus.

Penske is an Equal Opportunity Employer

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